1970 年 19 巻 4 号 p. 227-231
The reaction of propane sultone with sodium salts of higher fatty acids in alcoholic solvents was investigated. it is clear that the following side reactions occur;
(1)
(I)
(2)
(II)
And these resulted strongly acidic substances (I and II) promote the decomposition of APS (sodium γ-acyloxypropane sulfonate);
RCOOCH2CH2CH2SO3Na+H2O→RCOOH+HOCH2CH2CH2SO3Na (3)
RCOOCH2CH2CH2SO3Na+CH3OH→RCOOCH3+HOCH2CH2CH2SO3Na (4)
Sodium salts of I and II did not promote the reaction (3) or (4). Therefore, APS was not decomposed under neutralization of I and II after a definite reaction time.
From the results in methanol, it was made clear that the yield of APS greatly depends on occur-rence of the reactions (2) and (4). In isopropanol and tert-butanol, such decomposition was difficult to occur. Using sodium oleate as the salt of higher fatty acid, the yields of APS in methanol, isopropanol and tert-butanol were 67, 84 and 91%, respectively.